Synthesis of peptide di-aldehyde precursor for stepwise chemoselective ligations via oxime bonds

Dominique Lelièvre (1) , Corinne Bure (1) , Fabrice Laot (1) , Agnès F. Delmas (1)

1 CBM - Centre de biophysique moléculaire

To synthezise a triple-function branched peptide in a modular way, we present a new strategy based on orthogonal generation of two aldehyde functions from an acetal and a 2-amino alcohol. Successive unmaskings of aldehyde functions of the stem peptide affords stepwise chemoselective ligations of two (aminooxy)acetyl peptides via oxime bonds.

Domaines: Sciences du Vivant [q-bio]

Dominique Lelièvre, Corinne Bure, Fabrice Laot, Agnès F. Delmas. Synthesis of peptide di-aldehyde precursor for stepwise chemoselective ligations via oxime bonds. Tetrahedron Letters, 2001, 42 (2), pp.235-238. ⟨10.1016/S0040-4039(00)01907-9⟩. ⟨hal-02146709⟩